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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by The Graf Group of Coldwell Banker

3,185

# of Listings

2

Avg # of Bedrooms

$670

Avg. $ / Sq.Ft.

$1,349,515

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

906 Properties Found. Page 10 of 61.

Welcome to this simply spectacular. welcoming home in the gated community of Deer Creek in Sarasota's Palmer Ranch. This quality-built four-bedroom pool home, plus a den and three full baths, sits on a peaceful lake and is designed to truly enjoy Florida living—inside and out.

Natural light pours in through multiple windows and sliders, creating a bright, open feel and easy access to the private screened pool and lanai. The spacious gourmet kitchen is the heart of the home, featuring solid stone countertops, a large island, and a breakfast bar—perfect for everyday living or entertaining. Open to the kitchen, the family room offers a cozy fireplace and a comfortable space to gather.

The home is thoughtfully laid out with separate living and dining rooms, ideal for hosting family and friends while still keeping everyday spaces relaxed and inviting. A split bedroom plan provides privacy for the owners’ suite, which includes large closets and a well-appointed en-suite bath. Some newer windows and sliders add peace of mind.

Deer Creek offers a 24-hour guard gate, scenic lakes and preserve views, low HOA fees, and no CDD. Conveniently located near Siesta Key Beach, shopping at Publix and Costco, the YMCA, golf courses, the Legacy Trail, and downtown Sarasota’s dining, shopping, and cultural events, this home combines comfort, style, and an unbeatable location.

SARASOTA

8383 CYPRESS HOLLOW DRIVE

4 Beds

3 Baths

3,007 Sq.Ft.

$900,000

MLS#: A4681688

THE LOWEST priced 2/2 + OFFICE in DOWNTOWN Sarasota!!!!! 1400 sq ft , Large Balcony with panoramic CITY VIEWS !! REAL WOOD FLOORS THROUGHOUT .
THE 101 sits in the very heart of downtown directly across from MARINA JACK’S. An open-concept layout, and large windows offering abundant natural light. Enjoy the convenience of downtown Sarasota, steps away from dining, shopping, and cultural attractions. Relax on the private balcony or take advantage of the building’s full list of amenities, including a fitness center, LIBRARY, and YEAR-ROUND HEATED POOL .

SARASOTA

101 S GULFSTREAM AVENUE 10B

3 Beds

2 Baths

1,400 Sq.Ft.

$899,999

MLS#: O6346773

Price reduced

One or more photo(s) has been virtually staged. LIDO KEY GULF-FRONT LUXURY

Wake up to the rhythm of the waves and endless Gulf views that stretch beyond imagination. Every room of this impeccably maintained 2-bedroom, 2-bath coastal retreat captures the magic of life on the water—set high on the 4th floor of one of Lido Key’s most coveted addresses.

Flooded with natural light, this refined escape blends relaxed sophistication with modern comfort. The open-concept design flows effortlessly to a sprawling 240 sq. ft. balcony, your private front-row seat to fiery sunsets and the tranquil blues of the Gulf of America. Inside, walls of glass invite the outdoors in, creating a seamless connection to sea and sky.

Perfectly positioned directly across from Lido Beach and a leisurely stroll from the world-class dining, boutiques, and charm of St. Armands Circle, this residence defines effortless island living.

The exclusive community elevates every moment with a newly redesigned lobby, state-of-the-art fitness center, resort-style heated pool, and attentive on-site management—all designed to make ownership a breeze.

Whether you’re seeking a peaceful full-time home or a luxurious vacation hideaway, this is where sophistication meets the sea—a rare opportunity to live the Gulf-front dream on the shimmering shores of Lido Key.

SARASOTA

101 BENJAMIN FRANKLIN DRIVE 46

2 Beds

2 Baths

1,275 Sq.Ft.

$899,999

MLS#: A4648942

#A4631416

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

2,489 Sq.Ft.

$899,900

MLS#: A4631416

This exceptional 3-bedroom + den (optional 4th bedroom), 3.5-bath estate home stands out with its rare oversized half-acre lot, offering privacy and space that’s nearly impossible to find in today’s newer communities.

Located in the desirable Serenoa Golf community, where golf membership is not mandatory, and the course is open to the public, residents also enjoy a welcoming clubhouse featuring a bar and restaurant—perfect for casual dining and socializing.

Surrounded by majestic oak trees and lush landscaping, the property offers a peaceful, park-like setting with breathtaking golf course and lake views overlooking the 2nd hole, along with unobstructed sunset views that make every evening feel like a retreat.

Positioned near the end of a quiet cul-de-sac, this home provides exceptional privacy and minimal traffic. Inside, you’ll find soaring ceilings, an open floor plan, and abundant natural light, creating a spacious, airy feel throughout.

Lovingly maintained by its original owners, this home reflects true pride of ownership and offers a solid, move-in-ready foundation, while presenting a great opportunity for a new owner to update and personalize finishes to their own style. Major updates have already been completed, including a roof replaced in 2020, water heaters in 2025, and dual AC systems in 2016—providing peace of mind where it matters most.

Step outside to your private oasis featuring a sparkling pool and expansive lanai, perfect for entertaining or relaxing while enjoying serene golf and water views.

Additional features include hurricane shutters for added security and convenience.

Ideally located near top-rated dining, shopping, parks, and just 7 miles to Siesta Key’s world-renowned beaches, this home offers the perfect blend of luxury, privacy, and location.

Whether you're searching for a spacious Florida home, golf course property, large lot estate, or private pool home near Siesta Key, this residence offers exceptional value and endless potential.

Furniture is available and negotiable.

SARASOTA

6418 JACKIE LYNN COURT

4 Beds

3 Baths

3,304 Sq.Ft.

$899,900

MLS#: A4690185

#A4677727

SARASOTA

3174 JENNINGS DRIVE

4 Beds

None Baths

2,403 Sq.Ft.

$899,000

MLS#: A4677727

Price reduced

Front row FULL Gulf views—just one floor above the sand! Priced below market, this lovely 2 bed/2 bath GULF FRONT tower residence in the premiere Siesta Key property of Whispering Sands represents an opportunity to move right in, and if desired, ultimately take your time to create your own vision and make it your own - and enjoy a lifetime of memories. Don’t hesitate - this is currently the best priced Gulf front tower unit in Whispering Sands. Upon entry, you’re greeted with spectacular, unobstructed 180-degree views of the shimmering aquamarine Gulf. Along with its direct FULL GULF VIEWS, this unit is just one floor away from the sparkling beachside pool and 800’ of Whispering Sands' own private beach. This unit features a nicely remodeled kitchen and great OPEN CONCEPT floor plan, enabling easy interaction between you and your guests. The kitchen includes granite countertops & backsplash, an 8’ breakfast bar, recessed LED & under cabinet lighting, convenient built-in desk, and an abundance of cabinet storage. Experience true Florida living by opening the floor to ceiling sliders in the living room and primary bedroom and take in the fresh salt breezes and the gentle sound of the surf. Both sets of sliders include remote controlled shades. The primary bedroom includes a custom walk-in closet, large vanity area, and ensuite bath with marble countertops, glassed walk-in shower, and linen closet with pullout drawers. A set of glassed French doors with privacy shades opens into the guest bedroom, which can serve as both an office and a bedroom with a fantastic SICO wall bed, desk, and built-ins. This unit is being sold As Is. Whispering Sands is a premiere 55+ Gulf front community offering 2 heated pools, Tower Lounge, Clubhouse – both of which are undergoing remodeling with a completion date in 2026 – beachside Tiki hut and grills, shuffleboard, canoe/kayak storage, and 800’ of private beach on the Gulf. In one of the best locations on Siesta Key, Whispering Sands is right around the corner from the colorful boutiques and restaurants of Siesta Key Village. Don’t miss this opportunity!

SARASOTA

19 WHISPERING SANDS DRIVE 201

2 Beds

2 Baths

1,464 Sq.Ft.

$899,000

MLS#: A4679748

Price reduced

#A4671578

SARASOTA

7570 LINKS COURT

3 Beds

3 Baths

2,595 Sq.Ft.

$899,000

MLS#: A4671578

Price reduced

NEW PRICE Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is being sold turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve.

SARASOTA

1350 MAIN STREET 1501

2 Beds

2 Baths

1,364 Sq.Ft.

$899,000

MLS#: A4668214

Price reduced

Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.

SARASOTA

4672 ALEXANDER POPE LANE

5 Beds

3 Baths

3,838 Sq.Ft.

$899,000

MLS#: A4672673

Price reduced

One or more photo(s) has been virtually staged. Positioned on a spacious corner homesite of more than half an acre along a quiet cul-de-sac, this courtyard pool residence in Laurel Oak Estates offers a rare sense of privacy, flexibility, and classic Florida living.
A double glass door entry opens into an expansive screened courtyard, where the pool and spa create a private outdoor centerpiece designed for both relaxation and entertaining. The layout is centered around this space, with multiple sets of pocketing sliding glass doors that disappear completely—seamlessly blending indoor and outdoor living while filling the home with natural light from its desirable southeastern exposure.
The main residence features a two-bedroom, two-bath configuration with open living and dining areas, a spacious kitchen with solid wood cabinetry, and a casual dining nook that connects easily to the courtyard. The primary suite includes direct access to the outdoor living space, along with a large bay window with a built-in window seat, adding character and charm.
A detached one-bedroom, one-bath casita provides exceptional versatility, offering a comfortable and private space for guests, a home office, or extended family living.
Additional highlights include an oversized two-car garage with extra length to accommodate a golf cart and ample storage, along with a large storage closet. The home has been consistently maintained, with regularly serviced A/C systems, updated mechanicals, and a long-standing maintenance history that supports confidence in ownership.
Outdoor living extends beyond the courtyard with an additional screened patio accessible from the main living areas and primary suite, offering even more space to enjoy the surrounding grounds. The property presents a wonderful opportunity for a new owner to personalize while benefiting from a well-cared-for structure and a highly functional floor plan.
Located within the guard-gated community of Laurel Oak Estates, residents enjoy mature landscaping and optional membership to Laurel Oak Country Club, featuring two championship golf courses, tennis, pickleball, dining, and a vibrant social environment.
Conveniently positioned east of I-75, the home is just minutes from Waterside Place at Lakewood Ranch, UTC’s shopping and dining district, and a short drive to downtown Sarasota’s cultural venues and Gulf beaches—bringing together privacy, space, and accessibility in one of the area’s most established communities.

SARASOTA

3295 ALEX FINDLAY PLACE

3 Beds

3 Baths

2,273 Sq.Ft.

$899,000

MLS#: A4690562

#A4678951

SARASOTA

6300 MIDNIGHT PASS ROAD 21

2 Beds

2 Baths

1,253 Sq.Ft.

$899,000

MLS#: A4678951

Rare gem in Sarasota’s highly desirable Southgate neighborhood, East of the Trail. Just minutes from Siesta Key Beach, Lido Beach, St. Armands Circle, downtown Sarasota, and Sarasota Memorial Hospital, this 5-bedroom, 4-bathroom residence offers the perfect blend of space, flexibility, and long-term value.
Situated on a private corner lot, the home provides versatile living space designed to support multigenerational living and generational wealth opportunities. Whether accommodating extended family, aging parents or long-term guests, the layout offers privacy, comfort, and independence under one roof.
Enjoy two oversized driveways ideal for multiple vehicles, a boat and RV. The resort-style backyard features an Olympic-size, 8-foot-deep heated pool, recently resurfaced and surrounded by lush tropical landscaping, fruit trees, palms - perfect for gatherings that bring generations together.
In-law suite with private entrance includes two master suites, a full kitchen, and laundry—an ideal setup for live-in relatives, or future income potential.
Recent upgrades include a new roof (2022), new AC unit, two new water heaters, new pool water heater, fresh interior and exterior paint, modern lighting, granite countertops, all new appliances, pavers, fencing, gutters, and storage sheds, along with full replumbing and rewiring completed in 2012.
No HOA and no flood zone. Fully fenced with room for a boat, RV. Close to historic Southside Elementary A-rated schools, beaches, dining, shopping, and cultural attractions.
This is more than a home—it’s a long-term lifestyle and legacy property, offering flexibility, privacy, and the opportunity to build multigenerational wealth in one of Sarasota’s most desirable locations.

SARASOTA

2605 SUNNYBROOK DRIVE

5 Beds

4 Baths

3,256 Sq.Ft.

$899,000

MLS#: A4677362

Price reduced

One or more photo(s) has been virtually staged. (To show this unit’s full potential) The Bayfront Horizon is Your Neighbor - Imagine a lifestyle where the sunset never has an expiration date. This isn't just a beautiful condo; it’s a front-row seat to the best of Sarasota. Perched in the iconic Condo on the Bay, this fully renovated 2-bed/2-bath sanctuary offers "forever" views of the Bayfront, Longboat Key, and the Ringling Bridge—views protected by the water, with no future buildings to ever obstruct your peace. The Interior Experience: Step into a Great Room where the boundaries between indoors and out vanish. A massive wall of impact-glass sliders pulls the turquoise waters right into your living space. Underfoot, White Oak engineered hardwoods lead you past a custom dry bar—complete with a wine fridge—toward a kitchen designed for the culinary artist. Featuring Elite Woodwork of Sarasota cabinetry, a Walnut backsplash, and an induction cooktop, this space is as functional as it is beautiful. Your Private Oasis: The master suite is a masterclass in serenity. Wake up to calm water views, adjust your environment with remote-controlled Hunter Douglas shades, and prepare for the day in a spa-inspired en-suite featuring dual floating vanities and a multi-head rainfall shower. Even the secondary bedroom is generously scaled, ensuring guests feel the same level of coastal luxury. The Lifestyle & Amenities: Living here means the best of Sarasota is at your doorstep. Whether you’re launching a kayak from the private docks, playing a match on the lighted pickleball or tennis courts, or socializing at the resort-style pools, the "Tower II" lifestyle is one of effortless sophistication. Peace of Mind: 24-hour gated security, concierge services, and a newer HVAC (March 2023). The Location: A short stroll to the vibrant arts of Downtown Sarasota and a quick hop to the sands of Lido Beach. Ready to live where the city meets the Bay? Welcome home to Condo on the Bay, Tower II #311.

SARASOTA

988 BLVD OF THE ARTS 311

2 Beds

2 Baths

1,555 Sq.Ft.

$899,000

MLS#: A4634217

Best Value Near Siesta Key Beach — Just 100 Yards Away | VERY MOTIVATED SELLERS | Now $895,500

This is your opportunity to secure a prime coastal property at a newly reduced price—just steps (100 yards) from the world-renowned white sands of Siesta Key Beach. Whether you’re looking for a personal beach retreat, a high-performing investment, or both, this property delivers exceptional value in one of Florida’s most sought-after locations.

With projected short-term rental income between $62,900 and $81,770 annually, this fully renovated 2-bedroom residence offers immediate income potential while still allowing you to enjoy it as your own private getaway.

Inside, the home features a bright, open-concept design with upscale coastal finishes throughout. The updated kitchen is equipped with quartz countertops, a large island, and premium stainless-steel appliances—ideal for entertaining or hosting guests. The primary suite provides a relaxing, spa-like experience, while the second bedroom offers a private exterior entrance, creating flexibility for rentals or visiting guests.

Step outside to a private tropical setting complete with lush landscaping, a patio for outdoor living, and an outdoor shower—perfect after a day at the beach.

With no HOA restrictions, recent renovations, and highly motivated sellers, this is one of the most compelling values currently available this close to Siesta Key Beach.

Opportunities like this—price, location, and income potential—are rare. Schedule your private showing today.

SARASOTA

643 CALLE DEL OTONO

2 Beds

1 Baths

725 Sq.Ft.

$895,500

MLS#: A4653312

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